Accavallo & Company, LLC

Why Timely Estimated Tax Payments Matter – Avoiding Costly IRS Penalties

As a CPA firm, one of the most common misconceptions we encounter from clients is the idea that as long as their total estimated tax payments are made by the end of the year—or lumped into the fourth quarter—they’re in the clear with the IRS. Unfortunately, that’s not the case.

The IRS Wants Payments When You Earn the Income

Estimated tax payments are designed to match your income throughout the year. The IRS requires these payments to be made in four installments—typically in April, June, September, and January—based on when income is earned. If payments are late or uneven, even if you’ve paid the right total amount by year-end, you may still face underpayment penalties and interest.

Common Pitfall: Front-Loading or Back-Loading Payments

Some taxpayers try to “catch up” by making large payments in Q4. Others might adjust their estimates mid-year based on updated projections. While updating your estimate is smart, shifting payments disproportionately to later quarters doesn’t absolve you of penalties for earlier underpayment.

Penalties and Interest Can Add Up

The IRS calculates underpayment penalties on a quarter-by-quarter basis. If you underpay in one quarter—even if you make up for it later—you could still be assessed a penalty for the period that was underpaid. The interest is compounded and based on IRS rates, which can change quarterly.

How to Stay on Track

Work with your CPA regularly to estimate and adjust your payments based on actual income patterns.

  1. Stick to the due dates: April 15, June 15, September 15, and January 15 (dates may vary slightly for weekends/holidays).
  2. Use safe harbor rules if income varies significantly year to year, to avoid penalties even if your estimates aren’t exact.

Bottom Line

Don’t fall into the trap of thinking “paid in full” means “paid on time.” Estimated tax payments need to be timely and accurate. If you’re unsure whether your payment schedule is on track, now’s the time to check in with your CPA. Proactive planning can save you from unnecessary penalties—and an unpleasant surprise come tax season.

Have questions about your estimated payments? Contact our office to schedule a consultation and ensure you’re on the right path. We can be reached at [email protected] or 203-925-9600 for more immediate assistance.

 

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Sherri Fisher is a Tax Manager at Accavallo & Company, LLC.  Sherri has longstanding expertise in Trust and Estate Taxation, Eldercare, and Estate planning. Sherri appreciates the relationships she has built with estate planning attorneys and advisors, to provide a team approach to assisting her clients. Sherri also has seasoned experience in business and individual taxation and is partial to assisting start-ups in developing overall accounting and operating plans.

Prior to joining Accavallo & Company, LLC, Sherri was a manager in a large firm, servicing high net worth trust clients, business, and personal clients. She was also a Partner in a large bookkeeping firm, which specialized in cloud accounting systems for regional and national companies. Sherri led a team in assisting clients to organize their accounting systems.  She is a graduate of Florida Atlantic University with a B.S. degree in Accounting.    

Sherri’s experience includes working with companies and organizations in a variety of industries including:

  • Investment Trusts

  • DAPT and Family Investment Partnerships

  • Estate and Probate Administration

  • E-Commerce

  • Manufacturing

  • Construction

  • Real Estate Investment

  • Marketing and Service-based industries

In addition to her professional accomplishments, Sherri is an Intuit Advanced Pro Advisor, Intuit Future Firm Advisory Board member, member of the Valley WIN Network, and proudly served as past Connecticut Public School liaison for the Yale Tommy Fund for Childhood Cancer. Sherri enjoys time with her family, Cleveland sports, thrifting and gardening.